Acetic Anhydride → 4-(1-Acetyl-4-piperidinyl)-2-aminoquinazoline

HRID 617178노트

반응식

HRID 617178 반응식
[NH2:1][C:2]1[N:11]=[C:10]([CH:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.C(N(CC)CC)C.[C:25](OC(=O)C)(=[O:27])[CH3:26]>CN(C)C=O>[C:25]([N:15]1[CH2:16][CH2:17][CH:12]([C:10]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[N:3]=[C:2]([NH2:1])[N:11]=2)[CH2:13][CH2:14]1)(=[O:27])[CH3:26]

참가 물질

5

반응물 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 154287752-Amino-4-(4-piperidinyl)quinazoline

생성물 1

HCID 154287764-(1-Acetyl-4-piperidinyl)-2-aminoquinazoline수율 76.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To an ice-cold solution of 2-amino-4-(4-piperidyl)quinazoline (500 mg, 2.19 mmol) and triethylamine (233 mg, 2.3 mmol) in N,N-dimethylformamide (10 ml) was added dropwise acetic anhydride (0.22 ml, 2.30 mmol) under a nitrogen atmosphere. The reaction mixture was stirred for about 3 hours and was evaporated. The residue was partitioned between dichloromethane and saturated sodium hydrogencarbonate aqueous solution. The organic layer was washed with water and then dried over sodium sulfate and evaporated in vacuo. The residue was crystallized from ethanol. Recrystallization from methanol gave the titled compound(452 mg).

후처리

  1. customwas evaporated
  2. customThe residue was partitioned between dichloromethane and saturated sodium hydrogencarbonate aqueous solution
  3. washThe organic layer was washed with water
  4. dry with materialdried over sodium sulfate
  5. customevaporated in vacuo
  6. customThe residue was crystallized from ethanol
  7. customRecrystallization from methanol

출처 및 근거

ORD 기록
ord-260fcdb2392148ba881ea8ed6c2255f6
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05948786

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